The development of organic room-temperature phosphorescent (ORTP) materials represents an active field of research due to their significant advantages with respect to their organometallic counterparts. Two cyclic triimidazole (TT) derivatives bearing one and three hexyl-thiophene moieties, TT-HThio and TT-(HThio)3, have been prepared and characterized. Both compounds display enhanced quantum yields in their crystalline form with respect to those in a solution state, revealing crystallization-enhanced emissive (CEE) behavior. Importantly, while single fluorescence is observed in solution, crystalline powders also feature dual ORTP, whose respective molecular and aggregate origins have been disclosed through X-ray diffraction analysis and DFT/TDDFT calculations. The relation between the photophysical properties of TT-HThio and its crystallinity degree has been confirmed by a decrease in photoluminescent quantum yield (Φ) and loss of vibronic resolution when its crystals are ground in a mortar, revealing mechanochromic behavior and confirming CEE features.

Crystallization-Enhanced Emission and Room-Temperature Phosphorescence of Cyclic Triimidazole-Monohexyl Thiophene Derivatives / D. Malpicci, A. Forni, E. Cariati, R. Inoguchi, D. Marinotto, D. Maver, F. Turco, E. Lucenti. - In: MOLECULES. - ISSN 1420-3049. - 28:1(2022 Dec 24), pp. 140.1-140.13. [10.3390/molecules28010140]

Crystallization-Enhanced Emission and Room-Temperature Phosphorescence of Cyclic Triimidazole-Monohexyl Thiophene Derivatives

D. Malpicci
Primo
;
A. Forni
Secondo
;
E. Cariati;D. Marinotto;D. Maver;E. Lucenti
Ultimo
2022

Abstract

The development of organic room-temperature phosphorescent (ORTP) materials represents an active field of research due to their significant advantages with respect to their organometallic counterparts. Two cyclic triimidazole (TT) derivatives bearing one and three hexyl-thiophene moieties, TT-HThio and TT-(HThio)3, have been prepared and characterized. Both compounds display enhanced quantum yields in their crystalline form with respect to those in a solution state, revealing crystallization-enhanced emissive (CEE) behavior. Importantly, while single fluorescence is observed in solution, crystalline powders also feature dual ORTP, whose respective molecular and aggregate origins have been disclosed through X-ray diffraction analysis and DFT/TDDFT calculations. The relation between the photophysical properties of TT-HThio and its crystallinity degree has been confirmed by a decrease in photoluminescent quantum yield (Φ) and loss of vibronic resolution when its crystals are ground in a mortar, revealing mechanochromic behavior and confirming CEE features.
crystallization-enhanced emission; nitrogen-rich emissive compounds; organic room-temperature phosphorescence;
Settore CHIM/03 - Chimica Generale e Inorganica
   Piano di Sostegno alla Ricerca 2015-2017 - Linea 2 "Dotazione annuale per attività istituzionali" (anno 2021)
   UNIVERSITA' DEGLI STUDI DI MILANO
24-dic-2022
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/983060
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